Real Estate Investing for Cash Flow with Kevin Bupp

Just over five years ago, express car washes were peaking. Private equity was getting in, ready to buy up these cash-flowing projects at high prices. At this moment, Ben Salzberg and Bill Kanatas knew it was time to get out and pivot toward an even more durable asset. What did they turn to? Self-storage, and not your average mom-and-pop shop. Class-A, climate-controlled, multi-story facilities tha...

Every multifamily operator wants to know how to increase NOI, but they’re not doing it the right way. Traditional renovations leading to rent increases have been harder to get right in the past few years. But what if there was a “hidden” source of not only higher revenue but also lower expenses—something 99% of operators are unaware of, that could increase NOI by tens of thousands per month. Today...

What does it take to go from growing up in a mobile home…to owning hundreds of mobile home lots across the country? Today’s guest, my business partner Brian Spear, is living proof that mindset and mission matter more than where you start. In this episode, Brian shares his remarkable journey into mobile home park investing, the lessons from the wealthy that helped him build long-term success, and h...

More syndications are going sideways. Capital calls have become common. Tensions are rising between operators and investors…but not for all deals. If you had talked to today’s guest before forming your real estate syndication, there’s a good chance you’d already have a battle plan for every potential challenge. Thankfully, today, CRE’s go-to legal advisor is sharing his take for free. Richard Crou...

2025 is about to be in the books, and for many real estate investors, it was a challenging year. But at Sunrise Capital, it’s been a year of massive growth, disciplined pivots, and, for me, purpose: my wife and two sons.  We’ve acquired $80,000,000 in new assets this year—irreplaceable real estate that we couldn’t pass up. We’ve had to step away from other deals when the numbers didn’t pencil, and...

The fear of failure stops many from ever getting into real estate. But what if it's the failures that actually make you wealthy? Today's guest woke up in his 30s, broke and burned out, having traded years of his life for a business that went belly up. What looked like a failure to everyone else was the start of a multimillion-dollar business empire for Joe Downs. Joe has invested in it all—rental...

While most operators chase the Sunbelt states, one overlooked market type is making small- and mid-sized multifamily investors wealthier. It's got near-zero vacancy, with strong employment anchors, and durable cash flow thanks to consistent demand. They're not big cities; instead, they're what today's guest calls "micropolitan" areas—top multifamily markets even the most experienced investors over...

One key metric could tell you immediately whether a multifamily real estate investment is worth buying —but most people ignore it. It's not cash flow, it's not cap rate, and it's probably something you've overlooked dozens of times. Joe Root helped grow his family's multifamily portfolio and manages over 100 properties using this metric . Joe left the glitz of a corporate Wall Street career when h...

Pro snowboard legend turned operator Dan Brisse breaks down how obsession and discipline translate to durable multifamily returns covering capital calls, bridge debt pain, why he's buying newer B+/A- locations, and where the next great deals are hiding. Connect with Daniel: https://www.granitetowersequitygroup.com/   Highlights: 1:50 - Daniel's Pro Snowboarding career 11:45 - Daniel's Wake up call...

The housing market isn't broken, it's shifting. And smart investors are shifting with it. Keith Weinhold returns to explain why affordability is squeezed, why owners aren't selling, and why prices remain stubbornly strong despite lower sales volume. He also reveals where the numbers still pencil, which markets offer real yield, and why new construction is becoming one of the most overlooked invest...

Physical therapist turned investor Lee Yoder breaks down how he left a stable W-2, lived below his means, and scaled from a duplex to 800+ units in six years. We cover flipping vs. cash-flow rentals, the JV to syndication leap, deal discipline, and why he brought property management in house to operate better and grow faster. A clear roadmap for anyone eyeing the jump from career to full time real...

Charles Carillo founder of Harborside Partners and host of the Global Investors Podcast joins Kevin to share how he went from building a billion dollar payments company to scaling a B-class multifamily portfolio. He breaks down lessons from early flips, why he exited C-class, refinancing a floating rate deal, and how he's underwriting acquisitions again amid tighter debt and flat rents. Practical,...

Ben Reinberg is the Founder and CEO of Alliance CGC. Ben's journey began in accounting and has since grown into a commercial real estate career with decades of experience building and managing a diverse portfolio. Under Ben's leadership, Alliance has grown into a firm recognized nation wide for its focus on medical, retail, industrial, office, and multi family properties. Today, we'll dive into Be...

Jordan Moorehead is a  real estate power house who has built a diverse and impressive portfolio across multiple asset classes. Jordan Moorhead is a Louisville native, licensed sales agent in Texas, licensed broker in Minnesota, and an active rental property investor who now calls Austin, Texas home. He currently owns over 94 rental units, including mobile home parks, single-family rentals, and mul...

Karly Iacono is a Senior Vice President in CBRE's Capital Markets, Investment Properties group, specializing in the acquisition and disposition of net-lease assets and large portfolio transactions nationwide. She's a recognized expert incorporate sale-lease back structuring, multi-tenant retail investments, and development advisory where she guides both institutional and private clients through co...

Today's Flash Back Friday episode is from #732 that originally aired on Apr. 22, 2024. Jerry Rosengarten is a Brooklyn-born serial entrepreneur whose greatest skill is the extraordinary ability to perceive form and structure and opportunity from within disorder, including developing products to deal with dyslexia, reimagining real estate, and investing early and heavily in solar energy. Jerry's fi...

Today's episode is from Mobile Home Park #118 that originally aired on Jul 2, 2020. This episode is part of an ongoing webinar series that my team and I have been hosting where we invite a rotating panel of manufactured housing industry experts to discuss the state of our industry as it relates to not just the corona pandemic but also the general outlook of the manufactured housing industry and ho...

Dusten Hendricksen is the founder and CEO of Mailbox Money Real Estate. Dusten turned his path from roofing and development into a mission-driven company focused on affordable, wellness inspired multifamily housing. You'll hear how Dusten sources deals, structures syndications, elevates tenant satisfaction through thoughtful design, and gives back to his community. Connect with Dusten: https://mai...

Today's Flash Back Friday episode is from #671 that orignally aired on Nov 20, 2023. Keith Borie, a dynamic entrepreneur and seasoned expert in real estate investment. Serving as the President of Bobo Capital Ventures, a distinguished real estate investment firm headquartered in San Antonio, TX, Keith specializes in mobile home parks, traditional multi-family properties, and boasts a successful ho...

Today's episode is from Mobile Home Park #53 that originally aired on March 21, 2017. Charles and I will discuss mistake number 8 from our popular eBook, "The 21 Biggest Mistakes Investors Make When purchasing their First Mobile Home Park… and how to avoid them ." One thing we see often is that many investors will choose to look for parks locally for the sole purpose of being near the park. There...

Since Joe Fairless launched in 2015, Ashcroft Capital has acquired over $2.7 billion in assets and serves thousands of investors nationwide. Joe is also the host of the 'Best Ever Real Estate Investing Advice' podcast. Over the years, Joe has been on this show multiple times, but today's conversation is especially timely. The last three years have tested commercial real estate investors as well as...

Today's episode is from Mobile Home Park #43 that originally aired on Jan 10, 2017. Eric Ingvall and Adam Rourke discuss their very first mobile home park investment located in Webster City, Iowa. We'll cover details on how they found the deal, how they are handling the repositioning, the unique challenges they've encounter through their journey, how they financed the park, and much, much more. We...

Angela Healy is the CEO and Co-Owner of Avenue West, a leader in furnished residential rentals for traveling professionals, relocation clients, and corporate teams. Under Angela's leadership, Avenue West has expanded into multiple markets across the U.S., grown into a thriving franchise network, and landed on the Inc. 5000 list of fastest-growing companies. In today's conversation, we're going to...

Today's episode is from #756 that originally aired on Jun. 17, 2024. Investment Expert and best-selling author, Salvatore Buscemi. Sal is a former investment banking professional from Goldman Sachs, a three-time published author and now serving as the CEO of a multi family office. His portfolio prominently features privately-held life sciences companies, complemented by a diverse array of high-per...

Today's episode is from Mobile Home Park #123 that originally aired on Jan. 15, 2021. Top 3 ways to uncover great Mobile Home Park deals. What You'll Learn : What our #1 favorite method is for finding parks? Why loopnet/Crexi/etc might not be a complete waste of time What the most common direct to owner methods are. How to establish a meaningful relationship with a mobile home park specific broker...